反应详情

3-chloro-N-(3-dimethylamino-2,2-dimethyl-propyl)-4-nitro-benzamide (2.29 g, 7.67 mmol), iron powder (2.45 g, 43.79 mmol) and ammonium chloride (781 mg, 14.60 mmol) were heated in ethanol (50 mL) and water (18 mL) at reflux for one hour. A few drops of acetic acid were added and heating continued for a further hour. The reaction mixture was cooled, filtered and the filtrate concentrated. This residue was partitioned between saturated NaHCO3 (aq.) and DCM. The organic phase was washed with brine, dried with MgSO4 and concentrated. Column chromatography gave the title compound as an orange crystalline solid. (850 mg, 39%)

1. temperatureheating
2. waitcontinued for a further hour
3. temperatureThe reaction mixture was cooled
4. filtrationfiltered
5. concentrationthe filtrate concentrated
6. customThis residue was partitioned between saturated NaHCO3 (aq.) and DCM
7. washThe organic phase was washed with brine
8. dry with materialdried with MgSO4
9. concentrationconcentrated